A historic square with a prominent tower and statues.

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Check availability on Pienza Hotels with a Pool

Our top choices for Pienza hotels with a pool

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Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (70 reviews)
  • cleanliness
    Luxurious Tuscan retreat with outdoor pool, onsite winery, and cycling adventures amid rolling hills near Pienza Cathedral.
The price is NT$5,253
NT$5,925 total
includes taxes & fees
Jul 29 - Jul 30
Agriturismo Il Macchione
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Hotel San Gregorio

Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (150 reviews)
  • cleanliness
    Serene Tuscan retreat boasts a seasonal outdoor pool surrounded by lush gardens, with lounge areas for soaking up the Italian sun.
The price is NT$6,743
NT$7,638 total
includes taxes & fees
Jul 22 - Jul 23
Hotel San Gregorio
Seasonal outdoor pool

Hotel Rutiliano Centro Benessere

Hotel Rutiliano Centro Benessere
3.0 star property
Pienza
8.6 out of 10, Excellent, (9 reviews)
  • cleanliness
    Seasonal mountain poolside paradise awaits at Hotel Rutiliano's relaxation sanctuary.
The price is NT$6,396
NT$7,182 total
includes taxes & fees
Jul 14 - Jul 15
Hotel Rutiliano Centro Benessere
Seasonal outdoor pool, pool umbrellas, sun loungers

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (126 reviews)
  • cleanliness
    Seasonal outdoor pool nestled among the vineyards welcomes summer travelers with loungers, umbrellas, and poolside drinks service.
The price is NT$7,450
NT$8,342 total
includes taxes & fees
Aug 12 - Aug 13
Tenuta Santo Pietro
Seasonal outdoor pool

Podere Spedalone

Podere Spedalone
1.0 star property
Pienza
9.4 out of 10, Exceptional, (46 reviews)
  • cleanliness
    Relax in the Tuscan countryside at this farm stay with a seasonal outdoor pool.
The price is NT$6,693
NT$7,510 total
includes taxes & fees
Jul 30 - Jul 31
Podere Spedalone
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

Relais Val d'Orcia

Relais Val d'Orcia
Pienza
10.0 out of 10, Exceptional, (57 reviews)
The price is NT$11,785
NT$13,111 total
includes taxes & fees
Jul 31 - Aug 1
Relais Val d'Orcia
Outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas, sun loungers

L'Olmo

L'Olmo
Pienza
10.0 out of 10, Exceptional, (25 reviews)
  • cleanliness
    Scenic Tuscan countryside poolside retreat offers loungers, umbrellas, and mountain biking access.
The price is NT$14,698
NT$16,315 total
includes taxes & fees
Jul 27 - Jul 28
L'Olmo
Seasonal outdoor pool, open 9:30 AM to 7:00 PM, pool umbrellas

SI Montalcino Hotel

SI Montalcino Hotel
3.0 star property
Montalcino
9.2 out of 10, Wonderful, (396 reviews)
  • cleanliness
    Sparkling tuscan poolside retreat offers a refreshing escape with scenic vineyard views.
The price is NT$3,728
NT$4,395 total
includes taxes & fees
Jul 15 - Jul 16
SI Montalcino Hotel
Indoor pool, open 9:00 AM to midnight, sun loungers

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (228 reviews)
  • cleanliness
    Elegant indoor pool sanctuary with a dedicated kids' pool creates splashy vacation magic for all ages.
The price is NT$2,375
NT$2,760 total
includes taxes & fees
Jul 22 - Jul 23
Albergo San Biagio
Minibar, in-room safe, desk, blackout drapes

Hotel I Due Cigni

Hotel I Due Cigni
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (442 reviews)
  • cleanliness
    Splash into relaxation at this charming hotel with terrace views and nearby pool access.
The price is NT$3,006
NT$3,454 total
includes taxes & fees
Jul 14 - Jul 15
Hotel I Due Cigni
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Pienza

Breakfast included
4 stars

Hotels with pools and free breakfast in Pienza

View from property
Agriturismo Il Macchione

Agriturismo Il Macchione

Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (70)
The price is NT$5,253
NT$5,925 total
includes taxes & fees
Jul 29 - Jul 30
Agriturismo Il Macchione
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pienza Hotel Reviews

Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

8/10 Good
"Ok"
Bilal 3-night trip
Posted 5 days ago
Il Falconiere - Relais e Chateaux

Frequently asked questions

What's it like visiting Pienza?
If lounging by a pool is your idea of the perfect getaway, you may want to check out luxurious Pienza, which has 7 places to stay with pools. During your trip, you can explore sights such as Historic Centre of Pienza and Pienza Cathedral, and then relax and unwind poolside at one of the accommodations in Pienza that guests like for their pools.
What are some hotels with pools in Pienza?
Hotel Corsignano: Offers complimentary wireless internet access, a seasonal outdoor pool, and Smart TVs. Hotel San Gregorio: Provides buffet, an outdoor pool, and free self parking. Agriturismo Il Macchione: Features buffet, a seasonal outdoor pool, and free self parking. Tenuta Santo Pietro: Offers buffet, a seasonal outdoor pool, and free self parking. Podere Spedalone: Features sun loungers, a pool, and complimentary wireless internet access.
How many hotels with pools are there in Pienza?
Expedia has 7 hotels in Pienza for your poolside break.
What is there to see and do in Pienza?
Make a point to visit attractions like Historic Centre of Pienza and RI Crea RE. During your stay, check out sights such as Pienza Cathedral, Val di Chiana, and Palazzo Piccolomini.
When is the best time to book a hotel with a pool in Pienza?
You may want to think about a place to stay that has an outdoor pool if you plan to visit Pienza in the warmest months of August, July, or June when the average temp is 69°F. Lodging offering an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temperature is 42°F.